Aston was very excited to see how that video came out with Nana and her Dad. The wait for them to edit it up was excruciating, and it left Aston checking in on his messages and on her page multiple times per day just to make sure he didn’t miss anything. Even with no video news, Aston kept in touch with Nana when she’d reply to his messages. He didn’t want to annoy her or anything, but he still couldn’t get his mind off her, especially after he had some time to process things. He was in awe of her talents, and even in awe of her life. Traveling around the country just to have sex with people, posting videos, making friends… It seemed like the life he wanted for himself. At least it did when he didn’t think too hard about the downsides. And she was cute, sweet, and really good at what she did… Yup, Aston had a crush, no doubt about it.

It was weird to think about as he’d never really felt anything special with anyone else he’d had sex with. He’d enjoyed the sex for the most part, although maybe he was too focused on making videos instead of really getting close? But, with Nana there was something different there. Why? He couldn’t really say. The thought of your ‘girlfriend’ going off to get fucked by every creepy guy across the nation would be enough to turn most people off, but to Aston, that seemed like almost a compliment. Who WOULDN’T want a girl that was desired by so many guys? And if she went out and had fun with all sorts of guys, Aston could probably go out and have fun with lots of guys too. Then they could both climb aboard the RV, and her Dad could drive them wherever they wanted to go, while the two of them had even more sex and cuddled together for the ride. It’d be the perfect life!

Aston found himself stroking off to the remembered feeling of her tongue sliding along his pucker more than a few times in the next few days. The way she got him ready, the way she pushed him to his breaking point but kept him from giving up, and the way she caressed and worked his second load out of him… it was all a fantastic blur to the feline, and he couldn’t help but dream about what the next time would be like. What else could Nana and he get up to? 

Of course, he had the videos on her page to go by for ideas. Most of them involved her getting fucked or toyed with in the ass, usually by one but sometimes multiple people too. Aston could do that as well! Maybe he’d have to hop on top and show her how good he was next time! Although, he wasn’t fooling anyone. He’d have to practice. Maybe he should get some kind of toy he could thrust into - one of those penetratables or something. That sent him searching the internet for models and makers, but before long he got an even better idea. He hit up Rex and simply asked, “Hey, do you have any penetratable toys or something similar that I could borrow?”

“Sure, what make and model do you want? I’ve got a drawer full.”

Of course, Rex would have a drawer full.

“I dunno, got any skunk shaped asses?”

“That’s an odd request. Got some new kink I should know about? Is someone into being sprayed?”

“Eww No! I swear that’s not it! Just give me whatever then. Doesn’t matter.”

“Yeah, sure… I’ll bring you something at school tomorrow then.”

The conversation left Aston a little embarrassed, but he knew Rex wouldn’t tease him too hard about it. He’d link Rex the video when it came out, and then it’d all make sense. Until then, Aston had some time to practice!

Rex, true to his word, met Aston at the side of his locker the next day. He pulled a brown paper bag out of his bookbag and quickly handed Aston the heavy object, letting it fall into the feline’s paw as the kitsune said, “Here’s your… thing you wanted.”

Aston nearly dropped it from the sudden weight in his paw, with the object being a lot heavier than he was expecting. His nimble feline reflexes did all they could to stabilize it as his second paw caught it just in time. “Hell, I just wanted one!” Aston shot back a little confused at the kitsune.

“That IS one!” Rex said with a confident smirk, crossing his arms over his chest after throwing on his backpack again. “It’s one of those full on… um… complete models. The ones that are supposed to lay on a table or something, with lots to grab. A little tail on one end built into the frame and all that. A lot of… um… material goes into building one of those.”

“Gotcha,” Aston said as he heaved the bag up and slid it up into his locker before anyone could see anything suspicious going on. “Thanks!”

“No problem,” Rex said with a casual and confident smile. “Like I said, I have a drawer full. I got about every model they make, just so I can try them all out.”

“Was this one of the better ones?” Aston asked out of the blue, throwing back a small smile to the kitsune.

“Eh, mid-grade, I’d say,” he teased with a gentle chuckle. “Couldn’t find one exactly like a skunk - no stripe over the back and tail - but this one is close. Mostly black with a fluffy white tail tip. Not exactly sure what it’s supposed to be, but… it’s what I had.”

“Thanks,” Aston said a little quieter now, shying away at the mention of skunk anatomy again. He gave an uncomfortable shift on his feet before saying, “And seriously, it wasn’t for the spray thing or anything, honest! I had an experience recently with a skunk, and well… that’s the first thing that came to my mind when you asked.”

Rex chuckled to start, before giving a good hearty laugh as that chuckle ramped up. He actually had to catch his breath and take a moment before he was able to say said, “Relax dude, I was teasing you. But, you do have me interested. A skunk boy, huh?”

“Skunk GIRL actually,” Aston admitted, half expecting Rex to know instantly who he was talking about.

“Hmmm…” Rex said with a long and drawn out sound, even rubbing his chin for a moment. “A girl? Around here? You?”

“Hey!” Aston shot back with an accusing stare, “I like girls too!”

Rex just nodded with that information, his mind still spinning as he tried to connect the dots, though having a little trouble it seemed. “Still interesting… you got a video coming up soon, or was this on the stream?”

“Video soon… hopefully,” Aston answered, closing his locker and looking at the clock in the hallway. The bell was close to ringing for the next class. “Depends on editing and stuff, you know?”

“Oh, I do!” Rex replied with a chuckling nod. “Guess I’ll see it soon then.”

“I’ll send you a link,” Aston teased, swaying his tail as he took a step and gave the kitsune a small purring rub to the side as he walked by, finding a little spring in his step with some new excitement flowing through him. He couldn’t wait to get home!

—

Of course, the moment Aston got home, he pulled that paper bag out of his bookbag and discarded the rest of his school stuff onto the floor of his room. He turned the bag over and tried to shake the toy out onto his bed, nearly tearing the brown paper in the process, before that heavy toy flopped and bounced along his sheets, rolling to the far end of the bed. It stopped before it fell to the ground, giving Aston the chance to toss aside that bag, although not before something else flopped out of it and landed on his bed.

Aston reached down to pick up the postcard-sized print of one of Rex’s underwear shoots. The kitsune boy looked sexy with his arms behind his head, bulge pushed out toward the camera, with some fancy name-brand of underwear stretched over his young frame, tagged with the company name along the waistband. Aston half-chuckled at the ad, before turning the card over and seeing something written on the back.

“Don’t get any ideas about topping now. I will still rail that cute ass of yours all night when you come for a sleepover!”

Aston chuckled at the extra little gift, sliding it into his nightstand drawer, before going back to grab that black toy with a reach to the other side of his bed. It was softer than his toy for sure as the feline’s fingers sunk pretty deep into the spongy material. He couldn’t resist giving it a few kneading squeezes, obviously without his claws extending, as he lifted it up and aimed the business end toward his face. Someone had put a lot of time and effort into modeling a shrunken down set of cheeks, an inviting looking pucker, and some kind of puffy tail at the back. The proportions felt off, leading to a bit of awkwardness as the feline studied the details, but it still looked quite interesting nevertheless. The feline’s thumb slid forward as his paw cupped one of the cheeks, curiously pushing into that open hole, and feeling a little resistance as his finger wiggled its way inside an inch or two. The material certainly wasn’t slippery on its own, leading to a little tugging on his finger fur as it popped in, but Aston quickly changed that as he reached for some lube he had sitting inside his nightstand. He dripped just enough over the opening to make it glisten, before sliding his thumb back inside with a little pop.

It went in easy enough this time with that material hugging his thumb nice and tight, although still seeming to give as he pushed in a little deeper with a curious moan. Back and forth his thumb slipped, watching that ass jiggle and that hole flex as he tested it out, suddenly quite aware of why people bought stuff like this. All that teasing had made him eager as well, with his pants getting pretty tight the more he toyed with that pucker. His craving to try it the proper way grew in leaps and bounds, and finally he pulled his thumb out with a little pop, all while admiring the sheen on that springy hole.

It didn’t take long for Aston to place the toy on the edge of his bed, then unzip and work his pants down in a flash. He kicked out one-foot paw from the leg fabric, allowing him to spread his stance, with his bed being just the right height for his groin to line up with that toy. He ground the tip of his cock against the fake rear end, moaning a little at the soft yet supportive sensation while he did. He closed his eyes and just rocked his hips, feeling those tingles dance all over his body, as he spread that little bit of lube and even some of his own pre all over the business end.

Leaning back, he grabbed onto the bottle of lube and laid down a fresh line of the slick stuff over his cock and those ass cheeks in front of him. He didn’t care that he used a bit more than he intended to, even as it began to drip down onto the edge of his sheets. The feline just enjoyed the sloppy sensation as he ground away, blissfully uninterested in the mess he’d have to wipe up later. Both paws soon found their way onto that toy, holding on tight as his cock tip slipped up those cheeks one last time. Then, with one final adjustment, he aimed himself down against that hole and pushed through.

A wave of sensation hit him instantly as the feline drove forward a few inches. That toy squeezed around his cock tip like nothing he’d ever felt before. The pressure sent a wave up his spine, making him gasp and squeal at the sudden rush. His tail went straight, and his ears shot up, with his whole body twitching as he sank in another inch or two, feeling a whining mew leave his lips.

The toy was tight, really gripping around every last bit of his cock. It felt so good that the feline found his hips pushed up against that tail base before he even knew it, holding steady to catch his breath as the warm tingle danced across his groin. That passage caressed his member tighter than Naughty Spotty had, and far tighter than Nana had for sure, letting him experience what it must have felt like sliding into his own tight rear end. With each wiggle he could feel a bit more sensation shoot up his spine, almost making him jump as his cock twitched and shot off a little pre to join that mess of lube. The only thing it was really missing was the warmth as the toy was only room temperature, and even a little chilly from the outside air of his walk. But, that added its own unique sensation to the feline’s member, making him shiver a bit more as he pulled out his cock a few inches and then thrust back in.

Aston gasped again, unprepared for that sudden surge over his body, as the toy was designed to hit every pleasure point it seemed. Mid-range? Aston could hardly believe anything could feel better, leaving his shaking hips getting a little unstable as he pulled back and thrust again. The sensation did start to wane after a few more pumps, at least with the most intense shocks and jolts, but as the feline picked up the pace to a near-proper rutting speed, he could tell that he’d be cumming soon. He slowed down for a moment, trying to savor the time he had with it, but before long he just wanted to go for it. A few harder thrusts and that was it. The feline shot out a quick set of moans and came hard deep in the toy.

He stayed inside for a moment, letting his mind recover, before sliding his spent cock out with a wet slurp. Lube was matted all over his groin, and now it even dripped onto his sheets as well, leaking from both ends of the squishy tube. The feline shot out a little curse at the mess, but he couldn’t deny that this toy was awesome… and that he needed practice. As he hopped in the shower to wash up, he figured it was best not to waste all that lube he’d just used. He took the toy into the shower and started practicing immediately, quite surprised that his body was ready to go again so soon.

—

A week’s worth of practice, usually multiple times per day, left him at least a little more confident with that toy. It was enough to at least show off with, and what better way to do that than on a stream he’d been neglecting for quite a while now. He’d gotten some messages and even a few donations on boyzclub despite not doing very much on the site, so he figured he owed a few guys that were trying to get in contact with him something special. Of course, he was going to make the stream public so that anyone else could watch too. He wasn’t sure how many to expect, and he was feeling a little nervous as the pressure was now on, but he’d do his best, knowing that most of the guys on that site would go crazy just seeing him naked to start with.

He got home from school and cleaned up on the date he’d set, but didn’t bother getting his rear end ready. He wasn’t planning on using it after all. That shorter setup left him some time to chat with some people as he booted up the stream, still keeping his camera off for the moment, but teasing them with what he was going to show. He had said that it’d be something different, so that both peaked some interest and worried some of his ‘fans’, but Aston assured them it wasn’t anything super weird or gross or anything. Still, he kept his idea close to his chest, only giving them vague hints, until he finally figured it was time to start the show as his viewers hit one hundred.

As the camera popped on, and a few donations started to roll in, Aston gave everyone a wave. He sat cross-legged on his bed in front of his laptop, with only a pair of tight briefs stretched across his hips and groin, and his new toy hiding behind him. He smiled and gave a small puff out to his chest, showing off his boyish definition to tease a bit more, before he said, “Hello everyone, welcome! It’s good to have a chance to do this again. Lately I’ve been busy with stuff, but thanks for sticking with me, and thanks for the donations again! It’s amazing to think that you guys give me money for getting naked.” 

He looked down at the chat and read a few messages, before chuckling and saying, “No Boyluver, I didn’t get abducted, and I might have made something interesting showing up soon Spunkymonkey, although I’m not sure it’ll be to everyone’s tastes. Kind of like today I guess. I’m announcing this now, nothing’s going in my tail!”

That sent a few shocked responses flying through the chat, and Aston even noticed the number of viewers drop a bit, although it only made him chuckle again as he enjoyed the chaos. “Oh fine, if you’re nice, I’ll still let you see it though…” he responded, uncrossing his legs and rising up on his knees. He gave a few teasing wiggles of his hips as he stuck his fingers into the waistband of his underwear. “Although, today I thought I’d show off a new toy a friend let me borrow.” He spread his legs and reached underneath them with a paw, rolling that black mass of silicone through them and into view. “Been practicing with this recently, so I figured I’d show off just how good I’ve gotten. Spoiler alert, it’s not great, but… I guess that’s kind of the fun, right?”

A few more people logged off the stream, but the number stayed steady as just as many new ones joined in. Aston’s stream was gaining momentum on the ‘now streaming’ tab of the site ever since his camera went live, so the numbers would only go up from here anyway. “Alright, so… who wants to pick the position then?”

The prompt left a quick scroll of text flying by as Aston’s eyes tried to keep up, tilting his laptop screen up toward his face so he could see it. “I… alright, slow down guys,” he teased, scrolling back up to read down the list. There were a few suggestions, but the one he saw the most was ‘over the edge of the bed’ and ‘show us your ass’, the last one making him chuckle and finally say, “You want to see my ass that bad, then donate!”

Aston got his wish as a few donations rang in, shooting off a teasing mew as he fingers slipped up to his waistband once again. He dug them between his fur and the fabric, before slowly wiggling his underwear down bit by bit, enough to tease everyone in the chat. “Mmm, fine… pervs…” he replied, sliding one knee up and then another to get his underwear down to his calves, before rolling back on the bed and lifting up his legs into the air. He gave a small shake to his ass along with a slow moan, stretching his underwear between his ankles as he tried to spread his legs wider. He reached down to give his own ass a smack, then pulled a cheek apart to really show off his balls and hole, before sliding his paws up his legs to yank those undies over his footpaws, tossing them aside before sitting back up. “There, you happy?” he asked, getting one more wave of ‘thanks’ and donations ringing in.

“Well, on to the main event,” he said, rolling onto his side and then off his bed. He planted his feet on the ground with a bit of feline grace and popped up onto them, before reaching out to pull that toy over toward him, feeling his cock harden up a bit at the effort. He turned the laptop so that the screen was facing him, with the camera aimed down at his groin, yet still catching all of his upper body as well. “How’s that looking?” he asked, making a few adjustments to get everything in line, before the boy put both of his hands over the toy’s body and gave it a grind with his quickly hardening cock. “Mmm, if I could figure out how to get this site to work with multiple streaming views, I’d set my phone up to get another angle. But I figured this one is a pretty nice one. I’m not big enough to poke out the end like some people, but… I’m sure you can imagine,” he continued with a wink, teasing himself now as his growing erection rubbed up against that entrance, leaving him moaning and mewing at the pressure.

Of course Aston played it up for a moment, letting is cock tip crest over that bulging tail with each grind forward. His paws held onto the midsection of the toy, all while he rocked his hips and let out a few cute mews and purrs. He worked out a few more donations from the viewers, although nothing massive as they were all too busy fapping no doubt, and before long Aston reached over to his nightstand to grab onto his bottle of lube. He held the bottle high in his grasp and tried to artfully drizzle down some lube onto his cock and the rear of the toy, although it ended up making more of a mess than really doing much good as his aim wasn’t the greatest, but it was all for the stream, and they seemed to enjoy the show. He added a bit more lube down low at the opening of the hole, just to make sure he had enough, before he closed the bottle and tossed it across his bed and out of frame. His teasing humps grew a little faster now that things were nice and slick, spreading that lube around his cock as much as he could.

“Mmm, how’s it looking guys?” he teased with a small wink and smile. “Want my cock rubbing up against YOUR tail hole? I know some of you do.” He shot off a smirk to the laptop camera, licking his lips just to add to the teasing, before his moans and need got too much for him to resist anymore. “Alright, going in. Gonna count with me? 3…2…1…” he lead, before his paws gripped the toy tight and his hips pushed forward, sinking his cock into the now familiar tightness with a gasp still rushing out of his muzzle.

He had practiced for sure, but a week’s worth of practice wasn’t enough to kill that rush of sensation upon first thrust. The feline still squirmed and squealed, gasping and gritting his teeth as the warm surge flooded through his groin and body. He stopped halfway inside to catch his breath, taking a few deep gasps of air, before slowly pushing the rest of his shaft into that toy. He ground against the cheeks with a firm roll of his hips, before pulling back out and giving a hard thrust against that squishy toy, gasping again as a different surge of sensation shot through him.

“Mmmph, I’m no top,” the feline called out, rolling his hips back and giving another thrust as his young body clenched and rocked, showing off as much as he could, “but I like to think… I can keep up… if I needed to.” He gave a few more firm thrusts into the toy, letting the slight strain keep his need to cum down, and putting on a good show for the camera as he leaned over the toy and put some of his weight behind each pump. “Mmmph, still… donate if you want to hear me talk dirty like a Dom.”

Aston was pretty good with words he had to admit, and his viewers started to raise that donation total steadily as his hips smacked up against that toy, balls bouncing off the edge of his bed as he felt some lube trickle down onto them, adding to the tingling sensation all over his groin. “Mmmph,” he added, feeling a little growl enter his throat as the feline both focused and tried to look casual, humping away as his paws kneaded into that soft flesh above, trying not to squeeze too tight to prevent him from blowing too soon. “Yeah, you like getting pounded by a bitch cat?” he called out, trying to imagine Nana was underneath him, moaning along with each thrust he gave into her rear end. “You like watching me struggle? Putting in all the effort I can just to do… anything you ask me to? You like my… youthful energy? My need to breed? You want to feel my cum dripping from your well fucked hole?”

Aston hadn’t really planned much of that dirty talk, and as corny as it was to hear, at the moment it seemed to work. He was into it, his audience was into it, and he was actually doing a pretty good job in rutting that toy. His thrusts were quick and solid, and his mews and moans were steady. He was planning on adding in a few growls, but to his surprise they came faster and easier than he was expecting, taking over the soundscape as he felt a burn filling both his groin and his legs. That need to cum was growing, but the performance came first, leaving the feline panting a bit more as his head fur glistened with sweat.

It was at that point he found himself fading into a zone, focusing only on the toy beneath him and forgetting all about the stream. He kept his hips going back and forth, wet slaps ringing around the room as the feline’s bed soon began to protest the boy’s need with its own light squeaks. Yet Aston kept up the hard work, pushing his need to cum out of his mind for as long as he could. He even slowed the pace when it was becoming too much, falling into a soft set of groaning grinds around his base, as he tried to reset his mind and drive that need further back. It worked, at least for the moment, but it bubbled up again soon after, sending his hips back into a furious pounding.

Aston had no idea what his donations were up to, or what his audience was saying in the chat. It was just him and that toy, and his own need to finish up. He’d fought admirably, especially for a young and eager boy, but he knew he couldn’t keep it up for long. That toy was too good, and with a few heavy whines he felt himself coming to the end. He grit his teeth, trying to drag out a few more rotations of his slapping hips, but with some deep breaths falling out his open muzzle he said, “Getting close… I’ll try and shoot out the end, but…”

Aston had never been a huge cummer, and with how much he’d drained himself with all that practice, he knew it wasn’t really going to come out the other side. But, it was one final tease to his viewers as the feline really hammered home, letting those hard thrusts both show off his power and fight off that urge with one last bit of strain. Yet, it was only enough to hold him back a few more moments, before the feline thrust forward one last time and gasped out in a dramatic set of gasps and shakes.

He felt his cock spasm and shoot out a few hot ropes of cum into the depths of that toy as the feline leaned back a bit, trying to reach his cock as far inside as he could. Although, as expected, nothing popped out the other end other than a small trickle of glistening lube. Still, watching his body tense up and shake in the throes of orgasm was enough to get the crowd cheering him on, with a bunch of messages shooting by as Aston calmed down from the rush and slumped back forward. His hips lay against the toy on his bed while his head dropped down lower and closer to the screen. He quickly shot out a warm smile to everyone as his orgasm face trailed off, with the feline giving a few final teasing grinds back and forth, before sliding his quickly shrinking cock back out of that hole with a pop. He leaned back to show off his slick and floppy member, and then lifted up the toy to show everyone the well fucked hole. He tilted the toy a good bit, trying to get his cum to leak out that open hole, and even shoved a finger or two in there to try and get it free, but in the end there was only a small dribble of something white leaking onto his fingers.

Aston finally gave up, laying the toy back down onto the bed, before he smiled and gave his floppy cock and balls a few final thrusts to slap them back against his thighs. “Let it be known that I CAN top if I need to,” he teased back, shooting the chat a thumbs up, before crawling up onto the bed to lay on his side. He let the stream play out, adjusting the laptop camera to angle down his naked body so everyone could see him lounging. Yet, as he got busy scrolling up the chat to see what he missed, and replying to a few more messages in chat, he suddenly saw another tab on his browser flashing. Curious, he scrolled over to see what it was, and after clicking on it he let out a soft gasp. He navigated his way back to the stream, only to give off a warm smile and say, “Sorry everyone, but I’ve got to get going. Thanks for watching, thanks for donating, and let me know if you liked it. It’s easy enough to do again - less prep than usual. Anyway, peace!”

With that sudden ending he took his stream offline, only to quickly navigate back to the formerly blinking tab and look at the new message. Nana had finally gotten back to him, and the title of the new message was ‘Here is our Video!”